(2S)-2-아미노-3-하이드록시-프로판산
L-Serine
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기본 정보
- CAS
302-84-1- 표준 SMILES
N[C@@H](CO)C(=O)O- InChIKey
MTCFGRXMJLQNBG-REOHCLBHSA-N- 분자식
- C3H7NO3
- 평균 분자량
- 105.09 g/mol
- 단동위원소 질량
- 105.04259308
개요
L-serine is the L-enantiomer of serine. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is a L-alpha-amino acid, a serine, a serine family amino acid and a proteinogenic amino acid. It is a conjugate base of a L-serinium. It is a conjugate acid of a L-serinate. It is an enantiomer of a D-serine. It is a tautomer of a L-serine zwitterion.
이름 및 식별자
- 우선 이름
- L-Serine
- IUPAC
- (2S)-2-amino-3-hydroxypropanoic acid
- 현지명
- (2S)-2-아미노-3-하이드록시-프로판산
- 영어명
- (2S)-2-amino-3-hydroxy-propanoic acid
- 분자식
- C3H7NO3
- 분자량
- 0
이름 및 동의어
L-serineserine56-45-1(S)-2-Amino-3-hydroxypropanoic acid(S)-Serinebeta-HydroxyalanineL-(-)-SerineL-ser(2S)-2-amino-3-hydroxypropanoic acidSerinaL-SerinSER (IUPAC abbrev)
이름 더 보기
(2S)-2-아미노-3-하이드록시-프로판산L-SERINE FBrn 1721404L-SERINE F, USPCysteine Impurity BCysteine hydrochloride EP Impurity B2-Amino-3-hydroxypropanoic acid, (S)-(2S)-2-amino-3-hydroxy-propanoic acid
Serinumalpha-Amino-beta-hydroxypropionic acidSereneL-3-Hydroxy-alaninebeta-Hydroxy-L-alanineL-2-Amino-3-hydroxypropionic acidL-3-Hydroxy-2-aminopropionic acidPropanoic acid, 2-amino-3-hydroxy-, (S)-
데이터베이스 식별자
- CAS
302-84-1、56-45-1、6898-95-9- PubChem CID
- 5951
- DTXSID
DTXSID301031857- ChEMBL
CHEMBL11298
물성
구조 계산 물성보충 중
- XLogP
- -3.1
- 극성 표면적
- 83.6 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 7
- 형식 전하
- 0
- 복잡도
- 72.6
실험 및 물리화학적 성질
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics
Cosmetic ingredients (Serine) -> CIR (Cosmetic Ingredient Review)
Hair conditioning; Antistatic; Skin conditioning
LogP
LogP = -3.07
-3.07
Taste
SWEETISH TASTE, INSIPID AFTERTASTE
Sweet
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT, NUTRIENT SUPPLEMENT -> FDA Substance added to food
Density1.6 g/cu cm @ 22 °C
Color/Form
HEXAGONAL PLATES OR PRISMS
COLORLESS CRYSTALS
Solubility
SOL IN WATER; PRACTICALLY INSOL IN ABSOLUTE ALCOHOL, ETHER
INSOL IN BENZENE, ETHER, ETHANOL
Water solubility = 425 g/L at 25 °C
425.0 mg/mL
Melting Point
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 94% (236 of 251) of all reports.
Not Classified
Aggregated GHS information provided per 251 reports by companies from 6 notifications to the ECHA C&L Inventory.
Not Classified
유해성 정보
Regulatory Information
Chemical: L-Serine
Status: Active Update: 07-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5558
Serine: Does not have an individual approval but may be used under an appropriate group standard
L-serine: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - L-Serine: Environment tier I assessment
Hazards SummaryDoes not appear to reach the fetus of pregnant pigs (placenta metabolizes to glycine); Small increase in resorptions observed in rats following intraperitoneal treatment; [REPROTOX]
FDA Requirements
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
Hazard Classes and Categories
Not Classified
Not Classified
안전 및 보호
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
화학 및 산업
약리 정보
Bionecessity
AMINO ACID CLASSED AS NONESSENTIAL FOR MAINTENANCE OF GROWTH IN RATS.
SERINE WAS ESSENTIAL FOR OPTIMAL GROWTH OF EMBRYONIC RAT CELLS IN TISSUE CULTURE. SERINE CAN BE REPLACED BY GLYOXYLIC ACID BUT NOT BY GLYCINE OR GLYCOLIC ACID.
Pharmacodynamics
Serine is classified as a nutritionally non-essential amino acid. Serine is critical for the production of the body's proteins, enzymes and muscle tissue. Serine is needed for the proper metabolism of fats and fatty acids. It also helps in the production of antibodies. Serine is used as a natural moisturizing agent in some cosmetics and skin care products. The main source of essential amino acids is from the diet, non-essential amino acids are normally synthesize by humans and other mammals from common intermediates.
Mechanism of Action
L-Serine plays a role in cell growth and development (cellular proliferation). The conversion of L-serine to glycine by serine hydroxymethyltransferase results in the formation of the one-carbon units necessary for the synthesis of the purine bases, adenine and guanine. These bases when linked to the phosphate ester of pentose sugars are essential components of DNA and RNA and the end products of energy producing metabolic pathways, ATP and GTP. In addition, L-serine conversion to glycine via this same enzyme provides the one-carbon units necessary for production of the pyrimidine nucleotide, deoxythymidine monophosphate, also an essential component of DNA.
Absorption, Distribution and Excretion
IN PT AGE 2-9 YR, SERINE PRESENT IN ACID MUCOPOLYSACCHARIDES. EXCESSIVE ACCUMULATION & EXCRETION IN URINE OF MUCOPOLYSACCHARIDES MAY BE RELATED TO ABNORMAL BONDING BETWEEN MUCOPOLYSACCHARIDES & PROTEIN.
IN PT AGE 2-9 YR, URINARY SERINE EXCRETION INCR FROM 0.059-0.162 UMOL/24 HR & PLASMA SERINE LEVELS INCR FROM 0.102-0.158 UMOL/ML.
IN PT AGE 2-9 YR, SERINE IS PROBABLY NOT ESTERIFIED THROUGH ITS BETA-HYDROXYL GROUP TO ACID MUCOPOLYSACCHARIDES BUT IS LINKED BY CARBOXYL GROUP.
DETERMINATION OF SERINE LEVELS IN 13 REGIONS OF THE RAT CEREBRAL CORTEX FAILED TO SHOW ANY MARKED DIFFERENCES IN THE AMINO ACID CONTENTS OF CORTEX AREAS OF DIVERSE FUNCTIONS.
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